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  3. (1S,2R,5R,6R,10R,13S,15S)-6,10-dimethyl-5-[(1S)-1-[(1R,2R)-2-methyl-2-[(2R)-3-methylbutan-2-yl]cyclopropyl]ethyl]-16,17-dioxapentacyclo[13.2.2.01,9.02,6.010,15]nonadeca-8,18-dien-13-ol

SCS-C002925

(1S,2R,5R,6R,10R,13S,15S)-6,10-dimethyl-5-[(1S)-1-[(1R,2R)-2-methyl-2-[(2R)-3-methylbutan-2-yl]cyclopropyl]ethyl]-16,17-dioxapentacyclo[13.2.2.01,9.02,6.010,15]nonadeca-8,18-dien-13-ol

Pathway: Terpenoids Superclass: Steroids Class: Cholestane steroids
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Chemical Structure

Structure of (1S,2R,5R,6R,10R,13S,15S)-6,10-dimethyl-5-[(1S)-1-[(1R,2R)-2-methyl-2-[(2R)-3-methylbutan-2-yl]cyclopropyl]ethyl]-16,17-dioxapentacyclo[13.2.2.01,9.02,6.010,15]nonadeca-8,18-dien-13-ol
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Source Information

Sinularia flexibilis (soft coral)
Kingdom Metazoa Phylum Cnidaria Class Anthozoa Order Malacalcyonacea Family Sinulariidae Genus Sinularia Species Sinularia flexibilis
Hainan Island
DOI: 10.1039/b701534h  · Natural Product Reports

Drug-likeness (Lipinski Ro5)

Molecular Weight
454.7 Da
Threshold ≤ 500
ALogP
6.86
Threshold ≤ 5
H-Bond Donors
1
Threshold ≤ 5
H-Bond Acceptors
3
Threshold ≤ 10
1 violation (ALogP) — borderline drug-like

Chemical Properties

Molecular Formula:
C30H46O3
Molecular Weight:
454.6950 Da
SMILES:
CC(C)[C@@H](C)[C@@]1(C)C[C@@H]1[C@@H](C)[C@H]1CC[C@@H]2[C@]1(C)CC=C1[C@]23C=C[C@]2(C[C@@H](O)CC[C@]12C)OO3
InChIKey:
MBNPUBINSDBIMB-WXQDRBBESA-N
InChI:
InChI=1S/C30H46O3/c1-18(2)20(4)27(6)17-23(27)19(3)22-8-9-24-26(22,5)12-11-25-28(7)13-10-21(31)16-29(28)14-15-30(24,25)33-32-29/h11,14-15,18-24,31H,8-10,12-13,16-17H2,1-7H3/t19-,20+,21-,22+,23+,24+,26+,27+,28+,29+,30-/m0/s1
Calculated Properties
ALogP:
6.864 lipophilicity
TPSA:
38.69 Ų polar surface area
H-Bond Donors:
1
H-Bond Acceptors:
3
Rotatable Bonds:
4
Ring Count:
7 (0 aromatic)
Chiral Centers:
11
Fsp³:
0.8667 fraction sp³ carbon

Database Information

Compound ID:
SCS-C002925
NPClassifier Pathway:
Terpenoids
NPClassifier Superclass:
Steroids
NPClassifier Class:
Cholestane steroids
Glycoside:
No
NPClassifier Status:
Classified
External Links:
General chemistry
PubChem ChemSpider ChEMBL
Natural product databases
COCONUT NP Atlas CMNPD: CMNPD16378

Biological Activity Data

No bioactivity data available for this compound.

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Structure enlarged